luxury real estate for sale Sandisfield, United States

Discover waterfront living in this stunning contemporary residence, boasting an idyllic setting with direct lake access. Step inside to find an open-concept main level, where the kitchen, dining room and family room converge into an entertainer's dream. There is an additional family room with a wood burning fireplace on the main level. Transition effortlessly to the outdoors where the expansive lake view deck awaits. A hot tub offers a private oasis to unwind under the stars, framed by the tranquil sounds of the water's edge. Ascend to the second level where the primary bedroom serves as a personal retreat, complete with an ensuite bath designed for pampering. Two additional bedrooms offer comfort for family and guests, while a versatile bonus room provides space for your lifestyle needs.

On the crest of Woodruff Mountain, moments from The Southfield Store, York Lake, and area amenities, a classic country estate awaits. Its centerpiece is a stately 5BR, 5000sf, c. 1798, Georgian-Federal home, set on a 232-acre property encompassing a 3,550sf historic barn, smaller barns & run-ins, gardens & green house, Gunite pool & pool house, tennis court, fields, pastures, stream, mile-long trail abutting Sandisfield State Forest, and 5-acre spring-fed pond, all arranged for maximum livability and delight. You'll be pleased with the elevator, generator, & other mod cons, and charmed by historic details, stunning vistas, & untrammeled view of the star-studded night sky. Not enough? A 6,000sf guest house with four apartments suggests myriad uses for guests or income. Perfectly beautiful. The origins of East Hill Farm date to the 1740s, when New Marlborough was first settled, and Thomas Shepard came from Cambridge, Massachusetts, to establishe a home in Southfield. In 1798, he built a grander residence signifying his prosperity and stature in the community. Shepard's new home boasted a facade and interior details in the latest neoclassical style, eight rooms including four bedrooms, five fireplaces, and expansive views across pasture and fields to the south. Now on the market for the first time in 55 years, East Hill Farm awaits a new steward to write a new chapter in its rich history. Throughout its 226-years, the now 232-acre property has been enhanced and adapted to meet the needs and wishes of many generations. The property's new owner will benefit from a classic vision of what a gracious country home should be, with tennis court, Gunite swimming pool, pool house, green house, spring-fed pond and streams, historic three-story barn, two smaller barns, woodlands and trails, perennial gardens, pastures, run-in sheds, and an expansive guest house with four apartments and totaling nine bedrooms. A three-bedroom caretaker's house, set on five acres, though not part of this listing, is being offered separately to the buyer of East Hill Farm. Classic, too, is the landscape design: gardens near the house lead the eye to pasture, hedgerow, and pond, and, beyond that, to a distant west view. Sight lines are punctuated by towering sugar maples, stone walls. The property abuts both Sandisfield State Forest and New Marlborough Land Trust acreage, connecting the two. About 2.5 hours drive from New York and Boston and 60 minutes from Bradley International Airport, East Hill Farm offers privacy as well as unparalleled access to culinary, recreational, and cultural amenities, including Sandisfield State Forest, York Lake, 1,000-acre Pond, Southfield Store, Old Inn on the Green, Butternut ski resort, and Great Barrington's shops, restaurants, and performance venues. Tanglewood, five Equity theaters, Jacob's Pillow Dance Festival, and amenities in northwest Connecticut are within easy reach. New Marlborough is a low-tax town of artists, writers, craftspeople, and second-home owners, attracted by its laid-back, sophisticated rural atmosphere. Its meeting house is the venue for the Music & More series and exhibits by painters, sculptors, ceramicists, and photographers, while its village green is the setting for a vibrant Saturday morning farmers' market. The Thomas Shepard House Listed in the National Register of Historic Places, the Thomas Shepard House was built by Connecticut housewright John Collar who did many homes in the southern Berkshires; one of his design trademarks was the creation of passages and closets next to the chimneys between rooms. In 1798, the Georgian architectural style was transitioning into the lighter, brighter Federal fashion; for instance, the home's fireplace surrounds feature both Georgian bolection moldings and Federal mantels. One unique detail is its enclosed staircase, which is thought to be original and reflect an early use of the house as a meeting place for a progressive Christian community. Subsequent owners have honored the home's original features: millwork and chair rails, chimney cupboards, hardware, wide-board flooring with original T-nails, the dining room's cooking fireplace with oversized beehive oven, and 12-over-12 window sash crafted of dense, durable first-growth wood, containing hand-blown 18th-century glass, and fitted with storms for maximum R-value. Subsequent owners have also added features for comfortable modern living. In the 1930s, a rear ell was added. The sellers enlarged this, bringing the home's size to an estimated 5,000sf and allowing for radiant heat, modernized kitchen, five bathrooms, large mudroom with laundry, family room with kitchenette and full bath, four-car garage, plus a second-floor sunroom, library, and additional bedroom. An elevator connects the library to the family room, a generator keeps things running whatever the weather, and the basement incorporates a wine cellar. The home's cedar shake roof was put on in 2021, there is high-speed Internet, a security system, a drilled well, and the heating fuel is oil. The National Register report is available upon request. Lifestyle Amenities On the north side of East Hill Road, the current owners created a tennis court, 20'x40' Gunite swimming pool, pool house, greenhouse, and 1,960sf barn. Behind it, a mile-long woodland loop road connects the main compound with the guest house to the east and pond to the west. Just west of the home's roofed flagstone patio and ancient apple tree, parterre gardens brim with perennials, annuals, and herbs, blueberry bushes, irises, peonies, and heritage roses. A picturesque 280sf garden shed provides a sweet focal point there, while a broad, mowed path leads to a stone wall and rustic gate, pasture, large spring-fed pond, estimated to be five acres in size for boating, fishing, and swimming. On the road's south side are pastures and woodlands, a stream with charming footbridge, and two barns. The current owners brought in a three-story, 3,550sf, 18th-century barn, dismantled in Vermont and reconstructed on site; this contains a number of large bays and two work rooms. They also built a smaller barn near the stream. Each of the pastures has a water source. In addition, there are two run-in sheds with electricity and running water, and three utility sheds. A portion of the property is in Massachusetts Chapter 61A, which provides for reduced taxes on agricultural properties. The Guest House The guest house is a 6,000sf structure, built in the 1930s as a barn for Arabian horses. Reimagined circa 1990, it contains four duplex apartments, each with radiant heat, independent exterior entrance, living/dining room with fireplace and cathedral ceiling, workable kitchen, first- and second-floor baths, generous closet space, and garage and storage space. It has a new oil/wood furnace, a fire security system, and a shared laundry room off the hallway that connects the apartments to the garage. Apartment 1: Spacious first-floor living/dining room with fireplace and French doors opening to a large, private terrace, den with built-ins, full bath; kitchen, and gracious good-morning staircase leading to the upper floor, which has three bedrooms with one en suite and one shared bath. Apartment 2: Spacious first-floor living/dining room with fireplace and doors onto a large, private terrace, den with built-ins, half bath, and kitchen, and staircase leading to two bedrooms with shared bath. Apartment 3: Spacious first-floor living/dining room with fireplace and French doors to the lawn, den with built-ins, kitchen, half bath, and staircase leading to the two bedrooms and shared bath on the second floor. Apartment 4: Spacious first-floor living/dining room with fireplace and built-ins, den with built in shelving, full bath with claw-foot tub, kitchen, and staircase to two bedrooms and shared bath on the second floor.

Built in 1850, this Historic Home overlooks Lake Garfield. Livingroom with Fireplace, sunny Den, and Country Kitchen on the Main Floor. Upstairs, 4 Bedrooms, each with views of the beautiful landscape. This home has been carefully renovated, de-leaded for safety, has a Generator & Electric Car Charger for convenience, and is ready for the addition of a Guesthouse, Pool and Solar. Enjoy the large outdoor Deck, sleeping Porch, and Outdoor Shower. Take the path to your deeded access on Lake Garfield and sail that kayak, or lie in the Hammock and watch the clouds. A truly warm & comfortable retreat. Close to the center of Monterey, Skiing, Shopping, Restaurants, Tanglewood and everything Berkshires... PS. Did I mention the low Monterey Taxes??

Discover this beautifully maintained home with a long driveway that meanders over the scenic Clam River. The main level boasts an inviting open floor plan, highlighted by a kitchen featuring a full-length window that offers breathtaking views of the treetops. The dining and living areas are enhanced by soaring cathedral ceilings, a striking window wall, and a cozy gas fireplace, creating an ideal space for entertaining and relaxation. This level also includes a convenient half bath, a spacious foyer, and a dedicated office space. Venturing to the lower level, you'll find high ceilings and an abundance of natural light. This space includes a luxurious primary suite with an en suite bathroom, two additional bedrooms, a full bath, a recreational room, and a laundry area, perfect for comfortable living. Step outside to enjoy two decks ideal for outdoor gatherings. The oversized attached two-car garage offers ample attic storage, while a nearby shed provides extra storage solutions. The meticulously landscaped grounds feature impressive rock formations, charming rock walls and paths, vibrant perennial gardens, and a firepit creating a serene outdoor retreat. Enjoy modern conveniences with underground power and fiber optic internet. A mere 20 minutes to downtown Great Barrington known for its fine dining and shopping. Centrally located to all the cultural and natural attractions the Berkshires is noted for. Don't miss the opportunity to make this stunning property your new home!

Build your own unique Berkshire dream home in one of the most desirable communities in Berkshire county. Enjoy all that Otis Woodlands has to offer all within a stroll or short drive: a private lake, exquisite clubhouse, a pool and two tennis courts. And just beyond OWL enjoy one of the largest recreational lakes in Mass, Otis Reservoir as well as gorgeous Big Pond lake.Otis Ski Ridge is minutes away as is Jacobs Pillow Dance Center along with miles of hiking trails that abound throughout Berkshire county. The property Includes two contiguous lots in Otis and Sandisfield (.73 acres in Otis and .33 acres in Sandisfield) for a total of 1.06 acres. BUYER PAYS A ONE-TIME BUY IN FEE TO OWL 0F $4,000

This quiet 1.1 acre wooded lot is calling you! Grab your hiking shoes, bike, and skis, or if you're looking for theater, dance, or music-Norwalk Acres is a stone's throw away from Lake Garfield, Butternut Basin Ski Area, Beartown State Forest, the Appalachian Trail as well as Shakespeare & Co., Barrington Stage Co, The Mahaiwe Performing Arts Center, Jacobs Pillow, and Tanglewood. Are you ready for the adventure, culture, and the culinary epicenter of the Berkshires? Call today!

Nestled in the heart of the completely private 1700 acres of the Doolittle Lake Company woods on 2 parcels, this 100 acre 5,670 sq ft beautifully maintained 1780 center hall colonial boasts colonial & art deco architectural details. Moved to its current location in the 1930s NY architect Robert Carrere renovations include generous reception rooms, wide red pine floors, high ceilings, 2 wet bars, 9 wood burning fireplaces. Rotary dial phones, butler bells, & other period details capture the charm of the 1930s. Gourmet kitchen with fireplace custom cabinetry, a fish sink on the back porch for cleaning trout! Elegant sunny dining room & breakfast terrace with herb garden. Sun porch glass doors open to stone walled perennial gardens & pool. Dramatic arches & vaulted ceiling adorn the poolhouse with kitchenette, 1/2 bath, dressing rooms & outdoor shower. Custom oval gunite heated pool. Main bedroom with private sitting area, fireplace & steam shower, 3 large ensuite bedrooms with fireplaces, playroom and laundry on upper floor. Ensuite studio above heated garage. Ownership includes all benefits of hunting, fishing, boating, hiking in this private community on pristine lake & pond. Available caretaking service make maintaining this beautiful home stress free. Enjoy year round peaceful lake area living on unique private estate in gorgeous Doolittle Lake Woods located 2 1/2 hours from Boston or NY. Agent Owned.

Discover a captivating parcel of nearly 8 acres of land nestled in the southeastern end of Tyringham Valley, embodying the perfect blend of natural beauty and convenience in the Berkshires. The landscape gracefully ascends the mountain, revealing dramatic rock outcroppings and expansive flat areas, presenting an ideal canvas for a future home with potential ridgeline views. Conservation land lines the back boundary, ensuring an exclusive gateway to thousands of acres for hiking and exploration, steeped in historical significance. To truly grasp the essence of this property, a personal exploration is essential, as the striking beauty of this land is not visible from the road (private viewings arranged by appointment please). Privacy takes center stage, offering a retreat into near-total seclusion, all while being a mere 15-minute drive from shopping, restaurants, and the Mass Pike. Within 30 minutes, you can reach the charming towns of Great Barrington, Lenox, and the renowned Tanglewood. A mere 4 minutes away lies the Trustees' protected property, Ashintully Gardens, where formal and informal gardens coexist with the ruins of a historic mansion, adding an extra layer of charm and cultural richness to the surrounding landscape. This parcel of land is not merely a property; it's an opportunity to craft your haven or retreat in the Berkshires. Uncover the natural beauty, and tranquility that define this unique piece of land.

1790 Colonial restored for 2024 living. Located on the well loved Konkapot River and on a quiet country road this home has been completely revamped to today's standards. Large recently expanded living room with fireplace, plus large windows to views of Beartown Mountain. First floor primary suite with private sitting room with fireplace. Gracious formal dining room with adjacent Butler's Pantry. Spacious eat-in kitchen. Library also on the main floor. The second floor has four bedrooms, two baths plus spaces for additional offices. The property includes a fenced pool, patio and garage. As an extra bonus there is an additional lot at Lake Buel with a storage Garage and access to a private entry to the lake.

Breathtaking Views from this Stylish and Pristine Home! A home can be a sanctuary, a retreat, and even a source of inspiration. Such is the case at 20 Brewer Hill. Perched atop a small knoll in beloved New Marlborough, with sweeping southerly views into Connecticut, 20 Brewer Hill exudes positivity and warmth. Sitting on the front porch, one can track the ever-changing horizon as the sun moves from dawn to dusk. Morning mist, rainbows, and pink skies are not uncommon. The grounds extend over three acres, with show-stopping perennial gardens, a meandering paved driveway, and a mix of lawn and meadow. The views continue as you step inside, from the updated eat-in kitchen, dining room, light-filled office, and spacious primary suite with renovated en-suite bathroom. Enjoy winter coziness by the living room's gas stove, and summer evenings from the pretty stone patio. Three guest bedrooms and a full bath offer ample guest quarters. This home is in truly pristine condition. Thoughtfully remodeled and meticulously kept, with major improvements made inside and out by the current owners over the past seven years. Amenities include a laundry room, pantry, attached two car garage, mudroom, full basement with storage space, whole house generator, and solar panels that provide a low energy bill and transferable power credits. Located only 2.25 hours from NYC, 2.5 hours from Boston, and 20 minutes from bustling Great Barrington, 20 Brewer Hill is ideally situated in beautiful emerald-green New Marlborough. Just far enough from the busier thoroughfares and crowds, but short drives to the area's many natural and cultural attractions.

Escape to the serene countryside, where this stunning New England farmhouse beckons with its picturesque setting on 10 acres. This property boasts a pool, pool house, garage and barn, offering endless possibilities for enjoyment and relaxation. Step inside this beautifully renovated home (2017), where modern amenities blend seamlessly with classic charm. The 4 bedrooms and 3.5 baths provide ample space for comfortable living. This home is sure to impress with its impeccable design and attention to detail. Outdoor living is a true delight at this property, with plenty of space to roam and explore. The in-ground pool is a refreshing spot to cool off, while the pool house provides a convenient place to relax and unwind. Garage and barn offer storage space for all of your outdoor essentials

On the Water in Monterey! This one owner Colonial styled residence is now on the market for the first time in 27 years. As part of the Steven's Lake private association, you can enjoy swimming and kayaking without the constant noise and the disruption of power boats. Although listed as a 3 bedroom home, there are 5 distinct sleeping areas and the screened porch and open area deck are idyllic for your own relaxation or for entertaining guests. With a little updating here and there, the investment in this home will pay very handsome dividends. Opportunities like this one do not come along very often.

For the first time in over a century, this cherished New England farmhouse, lovingly maintained by the same family, is now available. Steeped in history, the home retains many original features that evoke a timeless charm and offer a warm, inviting atmosphere. The spacious living room flows effortlessly onto a serene rear deck, perfect for relaxation. Just beyond the backyard's brush lies the tranquil Hayden Pond, ideal for kayaking and canoeing. Nestled only minutes from downtown Otis, this property is conveniently close to local dining, shopping, Otis Ski Ridge, Jacobs Pillow, and all the best the Berkshires have to offer.

Here is a Prime Building Opportunity in Sheffield, MA. Discover the perfect canvas for your dream home on this exceptional improved vacant land. Nestled on a tranquil, quiet road, this meticulously prepared building lot offers the ideal setting for your vision of a private retreat. The key features include: private driveway, well on the property, approved building lot, house plans and septic plans. Take the guess work out of building a home. You can use the approved designs or build your custom dream home. The property is already pinned and ready, ensuring the boundaries are clearly defined for your peace of mind. This building lot is strategically positioned to offer a private and serene atmosphere, with the house set back from the road, creating a peaceful retreat. With all the groundwork done, you have the freedom to focus on personalizing your new home and creating a space that reflects your unique style and preferences. This is not just a piece of land; it's a canvas for your dreams. Embrace the opportunity to build the home you've always envisioned in a location that combines tranquility with convenience. Don't miss out on this rare chance to make your dream home a reality. Come preview this land today!

Tyringham is arguably the most beautiful place in the Berkshires. The majestic east-west valley has retained its historic character, with antique homes nestled among rolling farm fields and gently sloping hills. Just off Main Rd, on a quiet lane known as Church Road, sits the NorthRUP/ROP-Wilson House. Built in the late 1700s in the Georgian-Federal period, the home underwent a Greek Revival update in the 1830s, giving it a grander, yet timeless appeal. Having had few owners, the home has fortunately retained its original detail and character. Nestled in the middle of the valley, with views of the old school house and hillside cemetery, time seems to stand still here. Imagine the stories told around the grand fireplace, the family dinners, and the generations that have called this place home. A short stroll out the front door is wonderful Tyringham Cobble, miles of hiking trails and views. The first floor features a spacious eat-in kitchen that opens to a stone patio perfect for outdoor lounging and firefly spotting. Gather in the formal dining room for dinner with friends, below a vintage metal chandelier. A wide central hall with powder room separates the kitchen and dining areas from two additional living spaces. The Green Room offers stunning views of Church Rd, while the Yellow Room boasts a grand fireplace. Upstairs, one finds four more bedrooms - two with picturesque valley views - and a full bathroom. Pass through the Yellow Room to another grand room with a fireplace, an adjoining back room, and an upstairs area with two more rooms perfect for extra space during the summer or perhaps an artist studio. This home is truly for the antique lover - preserve the home's original charm or elevate it to new heights. The house is in good mechanical and structural condition. The rear of the home would require updated HVAC and electric to become four-season living space. Only 5 minutes to grocery shopping, 7-14 min to the great eating scenes in Lenox and Lee, and less than 20 min to downtown Great Barrington.